Charge-Tagged Acetate Ligands As Mass Spectrometry Probes for Metal Complexes Investigations: Applications in Suzuki and Heck Phosphine-Free Reactions
The Journal of Organic Chemistry2011Vol. 76(24), pp. 10140–10147
Citations Over TimeTop 10% of 2011 papers
Felipe Fávaro de Oliveira, Marcelo R. dos Santos, Priscila M. Lalli, Eduardo Morgado Schmidt, Peter Bakuzis, Alexandre A.M. Lapis, Adriano L. Monteiro, Marcos N. Eberlin, Brenno A. D. Neto
Abstract
An acetate anion bearing an imidazolium cation as its charge tag was reacted with M(OAc)(2) complexes (where M = Ni, Cu, and Pd; in situ reaction) to form members of a new class of charge-tagged metal complexes. The formation of these unprecedented precatalysts with potential for cross-coupling reactions was confirmed by electrospray ionization (and tandem) mass spectrometry. The catalytic performance of the palladium complex was tested in Heck and Suzuki cross-coupling reactions, often with superior activity and yields as compared with Pd(OAc)(2).
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